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Very few of the newer bars in San Sebastián hit the mark on ambience, food, drinks and service. Sirimiri, in the heart of the old part, does it all. The wooden beams make the narrow bar feel cozy, and the attentive young waitstaff draws a crowd, creating one of the Old Town’s buzziest atmospheres. The big draw is the cocktail list, which is ever-evolving and features about 50% vermouth-based cocktails. Not feeling a cocktail? Try a sweet, red vermouth on the rocks...it will take you an entire vacation to work your way through the list. The bar food is pintxo fusion at its best, from squid croquetas to pork buns.

No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.

A few green acres of valuable Midtown Manhattan real estate affords office workers and visitors with valuable peace and space, two things that are hard to find in the surrounding streets. Bryant Park shares the block between Fifth and Sixth avenues and 41st and 42nd street with the main branch of the New York City Library (also worth a visit). The library runs an al fresco reading room along the north end of the park, and occasionally hosts readings and author events. In summer, a stage at the western edge of the vast green lawn runs a busy schedule of performances and films. In winter, the lawn becomes an ice skating rink and the site of a busy holiday market. All year round, the park is a popular destination for the bocce ball courts, ping pong tables, small carousel, food kiosks, open lawns, gravel paths, seasonal plantings, and a graceful fountain. It may be a challenge to find a seat at lunchtime, but it’s worth the wait. Take a break from your walk and enjoy some great people-watching, as well as shade and a measure of serenity in a green space bound on all sides by tall buildings.

Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

Pizza is always a good idea. And pizza fresh from a wood-fired oven served at a table as close to the sea without actually being in the water is an even better idea. Downstairs at the Hotel Covo dei Saraceni, this casual brasserie serves inexpensive pizzas for lunch and dinner. The chewy Neapolitan-style crust is slathered with San Marzano–tomato sauce and fresh, creamy mozzarella, decorated with a basil leaf or two. The simplicity is delicious. You can also order your pies for takeout.

There is something truly distinctive yet quirky about staying in a former fine department store. Situated in a plum spot on West Broad Street, a convenient 30-minute ride from the Richmond airport, is the Quirk hotel, which is part of the Destinations Hotel Group. This is the labor of love of owners Katie and Ted Ukrop, who spent more than 10 years transforming a 100-year-old department store into a 75-room hotel with a rip-roaring rooftop bar scene, arguably the finest in the city. You’ll sleep on cushy beds made with joists salvaged from the former store, and bathe in the Barbie-like aura of the “love and happiness” rooms (incidentally, Sherwin Williams has a paint swatch by that same name). Rooms have lovely details like scallop-patterned nightstands, Tivoli radios, generously sized bay windows, and well-worn floors that look vintage. You can slake your caffeine addiction at the chic coffee bar in the lobby, or do a bit of retail therapy in the “Gallery” boutique off the lobby. It sells branded pink-and-white plaid pajamas and items like custom Na Nin hand-poured double-wick candles, crafted by Richmond resident Kate Jennings. The coffee for sale comes in brightly patterned signature rose tins that won a packaging award. “There’s no decade or theme to this gallery,” one employee assured me, but the vibe is decidedly mod-chic and whimsical, befitting the hotel’s name. The communal-style restaurant, Maple & Pine, is situated right in the middle of the lobby and is truly convivial. The culinary program is headed by chef David Dunlap, who was formerly with the Ashby Inn. Room rates from $225.

There’s no better place than Vancouver to try a Vancouver cocktail, it’s the perfect pre-dinner sharpener, although it works rather well as an after-dinner treat too. It’s said to have been created at the Sylvia Hotel down on English Bay in the 1950s and its fans included Errol Flynn. It’s a riff on the Martinez, made of gin, Benedictine, sweet Vermouth and orange bitters. Although the Sylvia is, of course, the most authentic place to try it, I have to recommend you make for the all-weather patio at Cin Cin to sip bartender David Wolowidnyk’s version which is smooth, delicious, and really far too good to just have one...

The newest hotel in Jackson Hole sets the standard for comfortable luxury in downtown Jackson. The Hotel Jackson boasts a central location (just one block from Jackson Hole Square and the infamous Million Dollar Cowboy Bar) and beautifully appointed guest rooms that seem to bring elements of the outdoors in, but most impressive is the hotel’s ability to create a a welcoming and distinctive sense of place to both visitors and Jackson locals alike. During the warmer months The Back Deck bar and restaurant comes to life with live music in the evenings and offers a modern yet casual outside vibe. The Back Deck had only been open for four weeks when I visited, yet it felt a bit like “Cheers” - everyone seemed to know and love the jovial owner of the hotel and his son, Jim and Sedek Darwiche. The hotel’s more formal restaurant, FIGS, serves surprisingly delicious Mediterranean cuisine inspired by the owner - who is originally from Lebanon, but has been a beloved figure in Jackson Hole since he opened his first business here in the 1970s (a tiny jewelry boutique that you can still visit within the same square block). Even if you choose not to stay at Hotel Jackson during your time in WY, I highly recommend stopping by the property for a drink or snack. You’ll be treated like a local, and that, in my opinion, is key to any great hotel experience.

The Power and the Glory is a cool bistro in the center of Cape Town that has attracted a cult following among locals. The relaxed style, the bearded staff, the folding chairs, and the sidewalk stools may remind you of a Brooklyn cafe. If you can snag a chair, it makes for a great place to work or to have a meeting over a light breakfast. In the evening, the place is usually packed with revelers. Try the quiche in the morning, the pretzel bun hot dog in the evening, and the Nutella cheesecake for dessert.

The Willcox has been an institution for more than a hundred years—so much so that it dropped the “hotel” designation from its name. Located just steps from the sprawling urban forest of Hitchcock Woods, The Willcox caters to the horsey set, with an equestrian theme throughout the rooms and even a horse concierge. Old-fashioned keys open the doors to the 22 rooms, each with with four-poster beds warmed by cashmere-covered hot water bottles, and pets are welcomed with their own “Guest of Willcox” tag. It’s not uncommon to see horses prancing down the streets of Aiken, once the headquarters for the wealthy Winter Colony riders of the 19th century, and the hotel is happy to indulge your passion to gallop, trot, or just enjoy a carriage ride. A saltwater pool and a range of spa services soothe tired muscles after a day in the saddle or tooling around the small-town center. The lobby bar and restaurant are favorites with locals, serving an American menu with a few Kiwi touches from the New Zealand–born chef.

You enter Mister Jiu’s off of Waverly Place and step first into the dark and dreamy bar, a perfect place to pause for one of the restaurant’s inventive cocktails. With the mood set, follow the hallway, which gives way to the light and bright dining room that overlooks the lanterns and Chinese signs of Grant Avenue. Chef Brandon Jew and his talented team buzz around the open kitchen, whipping up small and large dishes of organic, locally sourced meat, fish, and vegetables. The cuisine makes modern versions of old classics: instead of the usual white doughy wrap, pork buns here are served on Dutch crunch rolls; hot and sour soup is served with Dungeness crab; and shui jiao dumplings are filled with lamb. Banquet-style dining is encouraged—how else will you get to test out that old-school Chinese restaurant mainstay, the lazy Susan, built into each round teak table? A prix fixe menu and à la carte ordering are available. Within six months of opening, Mister Jiu’s earned a Michelin star.

In recent years, there has been an awesome pizza trend in Las Vegas. Gone are the days when the average toss-it-in-the-oven pie was the only option; today, there are fun local pizza eateries, high-end gourmet pies and even hidden alcoves housing some of the very best bites in the city. Locals love Metro Pizza, which has a handful of locations throughout the city, and Rocco’s Deli, which is all about keeping pizza simple and fresh. Despite that it’s meant to be a secret, one of the best known pizza places is tucked down a hallway in The Cosmopolitan. Five50, located in ARIA, has a menu of interesting pizzas, and the chefs serve from the front counter late into the night.

This unusual contemporary art museum is located in a series of dimly lit caverns and tunnels built into the side of a cliff in Berriedale, a Hobart suburb. Inside, mind-bending installations include a stinky model of the human digestive system that poops daily at 2 p.m. Founder David Walsh, a professional gambler turned art maverick, displays more than 400 edgy works from his private collection. The new Pharos wing that debuted in late 2017 is heavy on light spaces by James Turrell. MONA also stages two standout annual festivals: Mona Foma (which stands for Festival of Music and Art, sometimes further shortened to Mofo) in January, curated by Brian Ritchie of the rock band Violent Femmes, and Dark Mofo, the disturbing winter version held in June.

The man behind the award-winning molecular gastronomy at el Bulli and his younger brother are the great culinary minds behind contemporary tapas bar Tickets, on Avinguda Parallel in Barcelona’s theatre district. Don’t miss molecular favorites like the spherical olives, liquid ravioli and air-baguette from el Bulli that made it onto the menu.

There are three Ezdan Malls in the country, but the largest and most centrally located is the one in the Gharafa area. Although it is next to a newer mall, across the street from the iconic Landmark Mall, and close to a hypermarket, Ezdan has set itself apart by opening 70 first-timer shops in Qatar out of a total of 140 stores. This introduction of new brands to Qatar has made locals, expats and tourists particularly happy as now they can find brands such as Old Navy, Hallmark, Nautica, Garage, Aftershock, Aeropostale, US Polo, and others, as well as snack places such as Tim Horton’s and Papa John’s. Ezdan Mall is not overpriced and offers sought after mid and mid-up brands. Another perk that comes with shopping at Ezdan is that, unlike many other higher-end malls, this one has plenty of parking spaces (more than 2,000), most of which are in the basement, away from the heat.